Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Ocean Front Beautiful Remodeled Unit 418! - Maalaea Bay
**Special Introductory Rate September - November 23rd - 2025!! New Unit to Vacation Rental!! Book Now!!**Looking for the perfect tropical escape? Book now and let the island vibes take over! Kanai A Nalu 418 at Ma'alaea Resort is calling your name! This oceanfront,...
Sunset Beach House in paradise! Inquire for special 30 day rates!
Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or hang out on the porch. Bedroom (1) has...
Polo Beach Club 801 - 2 Bedroom Oceanfront Condo
Perched on the top floor, this vacation home offers breathtaking views and a touch of sophistication. The spacious kitchen, featuring a central island, provides ample room for culinary creativity while allowing you to enjoy the company of guests in the open living area....
100% Renovated Luxury Condo with Ocean/Jungle/Mountain/Waterfall Views
Welcome to our ocean, jungle, mountain/waterfall view Princeville condo on Kauai's spectacular North Shore, one of the most beautiful and peaceful locations on earth. The Princeville Resort area is known for its gorgeous beaches, world-class golf, top-notch surfing,...
Papakea RESORT! - RENOVATED unit, GROUND FLOOR & steps to BEACH, POOL & BBQn
PROFESSIONALLY RENOVATED AND DESIGNED FROM TOP TO BOTTOM and BRAND new FURNISHINGS FALL 2021This functional "C2 Studio" plan has a beautiful kitchen with cherry maple "soft close" cabinets, cream quartz countertops, glass backsplash, under mount cabinet lighting, LED...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 21
Condo #21 is a garden view unit located on the upper level. Enjoy the surrounding tropical foliage as you relax on the lanai. The kitchen has been beautifully remodeled and fully equipped with modern appliances, dishes and cookware. This condo will sleep 4 comfortably...
Malia Ohana Hale - Upscale Hawaiiana Townhome
Plantations at Princeville #1022, now offered through Makana Kauai Properties. Welcome to Malia Ohana Hale, this is paradise where you will find our luxurious plantation-style top floor 3 spacious bedrooms and 3 full bathroom condo welcoming and relaxing, with all the...
Professionally Decorated, Beachfront, Double Unit on the 18th floor.
Famed COLONY SURF condo on Oahu's 'Gold Coast' on the Diamond Head end of Waikiki. This romantic get-a-way is perfect for an unforgettable Hawaiian vacation. An extra large DIRECT OCEANFRONT 1,440 sq' condo with a 25' long panel of windows in the living room and 12' of...
Kihei Beach Retreat: Ocean Views and Sandy Feet!
Experience Maui's charm in our 2-bed, 2-bath condo, directly managed by us for a personal touch. Just steps from top beaches and snorkeling, with stunning ocean and West Maui Mountain views. Enjoy our resort-style amenities including a pool, hot tubs, game room, and...
Top floor condo with ocean & mountain views. Ask about last min discounts! <br>
Breathtaking ocean and majestic Haleakala mountain views. This is a highly sought after, beautifully updated two bedroom, two bathroom condo. The Maui Banyan is prime location - across the street from the soft sand of Kamaole Beach 2. This white sandy beach is perfect...
Grand Champions Villas 125, AC, King size Bed, close to Maui's best beaches!
We are located in the heart of Wailea at the Grand Champion Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next...
KBM Resorts | FREE CAR | Papakea | Oceanfront | 1-Bedroom Corner Unit with Unobstructed views! PKA-201
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort
Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates reflect garden/island views. Ocean view/oceanfront villas...
Paradise Green, golf course front near beach
Experience a prime location on the North Shore! This single-level, ground-floor condo at Kuilima Estates West is situated along the golf course, offering serene views and direct garden access from the lanai.Conveniently located within walking distance to Turtle Bay...
Laule'a 5: Luxury Home w/ Infinity Pool, Spa & Stunning Views
Experience the luxury and natural beauty of Hawaii Island from the Residences of Laule‘a #5, the newest enclave in the Mauna Lani Resort bringing a contemporary evolution to luxury resort living on the Kohala Coast. This stunning property is now accepting 30-day...
Luxurious Hawaiian Villa Oasis
A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...
LUXURY LIVING NEAR PEARL HARBOR/CAMP SMITH, HOME "G", GOLF COURSE VIEWS, AC/EVSE
Welcome to Quiet Hillside Perfection overlooking the Greens at Golf Ridge Homes!Discover your ideal, fully furnished, quiet 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers or corporate construction...
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
This very spacious ocean and pool view cottage has everything you need to truly relax andenjoy the serenity of Maui. Designed in a vintage Hawaiian theme with a modern twist, thisroom offers a unique tribute to the great Hawaiian Surfer, Duke Kahanamoku. The cottage...
Relax near Port of Hilo, charming Hakalau apartment
In this quaint Hawaiian village, our cozy home provides a peaceful escape during your upcoming trip. Imagine waking up to stunning water views and spending your days exploring the nearby attractions, such as the Port of Hilo, Coconut Island Park, and the breathtaking...
New Listing! Contemporary corner unit at Papakea
Papakea F201 is a 1-bedroom, 1-bathroom direct oceanfront corner condo with a large lanai and split A/C in the living room and ceiling fans throughout. Unit F201 can accommodate up to 4 guests. There are elevators at this property for easy access. The bedroom comes...
Kitchen and Bath Remodel! - Ocean Front - Central Air - Featured on Today Show
Major kitchen and two bathroom remodel Includes new appliances, granite countertops, custom stone and ceramic tile work. New leather sofa and loveseat. Owner-operated and continually updated! Excellent rental history and outstanding guest reviews.Unwind at this...
Maui Resort Rentals: Honua Kai Konea 713 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan
Konea 713 is among a class of the most sought after two bedroom floor plans at Honua Kai. What distinguishes this column in the Konea interior are the direct ocean views from virtually every interior vantage point of the suite. This premier two bedroom boasts a spacious...
Ocean View Kona Hideaway - Pool - Sleeps up to 8
The Kona Hideaway is a beautiful private one acre home... It has a 180 degree ocean view and lots of privacy. Pool , fruit orchard with mango , papaya ,orange grape fruit and much more .Also, ping pong , weight equipment and lots of beach chairs pool and beach toys and...
Kapalua Bay Villa 26G2 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with 17 stairs between parking and front door- Travertine tile floors in living room, dining room, kitchen and bathroom and carpet in bedroom- Contemporary galley kitchen with granite counters and stainless steel...
Sweeping ocean views from this beautiful top floor oceanfront unit!.
Recently remodeled, unit 602 has everything you need to enjoy your stay on Maui. When you stop gazing at the ocean you will notice the comfortable furnishings, colorful decor, well equipped kitchen with skylight and other amenities that guarantee our guests a wonderful...
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+
Aloha! Welcome to Tiki VillaThis centrally Poipu located Hawaiian home has 5 bedrooms, 3.5 bathrooms, AC & private heated pool is the perfect way to explore beautiful Kauai. This home is the pinnacle of indoor/outdoor living with it's telescoping doors opening up to the...
Sealodge J7 - 2BR/2BA, 2nd Floor Prime End Unit, Spectacular Oceanfront Views
This idyllic getaway has the absolute best view of any other condo in the complex! It's a perfect place for family vacations, weddings and honeymoons. Spend your evenings lounging on the Lanai, watching the sunset along the Anini reef or relax inside on the punee...
Top Floor OceanFront Remodel I Menehune Shores 612
Enjoy expansive ocean views from the lanai at this bright and beautifully remodeled oceanfront one bedroom in the heart of Kihei town.Take a dip in the heated pool, or enjoy long walks and a swim at the protected beach just steps from the condo. The lanai is perfect for...
Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!
This large 1400 square-foot, two-bedroom, single level, beautifully furnished condo has spectacular ocean views from the front lanai, living room, master bedroom, and kitchen. This third-floor unit has both ocean and mountain views and is a 3-minute walk to one of the...
Nalu Hanalei - Stunning Hanalei Home Right by the Beach!
Nalu Hanalei – your ultimate Hawaiian getaway! Located just steps away from the world-renowned Hanalei Bay, this luxurious 4-bedroom, 3-bathroom property offers the perfect combination of comfort, convenience, and breathtaking ocean views.As soon as you step into this...
Sugar Beach #131: Front-row views, salty air & instant beach access—pure Maui!
SUGAR BEACH RESORT, #131Welcome to Sugar Beach Resort #131, a beautifully upgraded ground-floor condo with direct beachfront access and spectacular ocean views. Perfectly located in North Kihei, this unit offers the rare convenience of stepping directly from your lanai...
Maui Resort Rentals: Honua Kai Hokulani 526 - 1BR Suite w/ Lush West Maui Mountain Views
Hokulani 526 is a luxurious 5th-floor one-bedroom suite that offers beautiful vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
Wailea Grand Champions 31 - 2 Bedroom Golf Course View Condo
Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and...
Family-friendly Waikoloa Beach Villa C2 next to pool; walk to beach!
Welcome to our island home-away-from-home! The Big Island is a truly special place with something for everyone – from beaches to walks and hikes to water activities, golf, shopping, and sight-seeing.Waikoloa Beach Villas is adjacent to the Queens and Kings Shops for...
We will block the property for 30 days but you can leave whenever you like
Designer steel, glass and titanium single family with Million Dollar Views, located few minutes from Waikiki, downtown, and walking distance to tropical forest trails.Has the feel of a tree house as you relax among centennial monkey pods.5 bedrooms, 5 + 2 half baths,...
Uncle Richard's Waikiki Beach Studio w/Parking
Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and island nightlife, this modern retreat features a private lanai, fully equipped kitchen, fast Wi-Fi, and free assigned garage...
Beachfront Mana Kai Maui Unit #502
Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...
Sunny Hanalei home, steps from beach and town.
Just across the street from the sand, Hale Hoku is a 5 bedroom/4 bathroom beach cottage with a sunny and open floor plan. Built up on post and pier, it is as if you are residing in your own private and breezy treehouse!Three master bedrooms with king beds and ensuite...
180° Ocean views • Luxe condo • Steps to Beach
Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street...
Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental
Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift off to sleep! You'll enjoy a spacious 1353 sq. ft, full kitchen, A/C in bedrooms, and many recent updates! Right on the...
Mahana 1119 Early Summer Deal at Luxurious Condo with Panoramic Ocean Views
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most...
Serene Ocean Vw, Pool, 1Bd/1Bth 20% off Feb - Apr
Keep your eye open for last minute discounts!Kai Moana Hale is a one bedroom one bathroom unit on the second story of a two story building. This is a well appointed and very lovingly updated condo that the owner stays in often. The kitchen is set up for cooking just...
Orchid Hale, A/C, Elegant, Extraordinary Home!
Whether you are traveling with your family, extended family, other couples, best friends or your sweetheart, Orchid Hale is an excellent choice of accommodation. You will always remember the special time you spend here; the spacious elegance, the extravagant feeling of...
Beachfront Condo at Beach Villas at Ko Olina | Hale Hoaloha by AvantStay
Welcome to Hale Hoaloha! With an ideal location in the charming Ko Olina Kai resort, this condo offers one-of-a-kind access to the shimmering waters and sandy beaches that make Kapolei so unique. Thirsty from the tropical heat? Grab your friends and sip fruity...
Rainbow Shack :: Kauai
NEW ~ Beautiful condo nestled in the heart of Princeville. Private garage fits one mid-size car. Located on a magnificent bluff between the mountains & the sea. A 10-minute drive to world-famous Hanalei Bay, & a 10-minute walk to Hideaways beach. The condo has all the...
HALII KAI 15B is booked until May 2025! Discounted rates May thru October!!
OCEANFRONT ** Handicap accessible shower *No stairs *No carpet* Uncluttered*Open the door Hali'i Kai15B and feel the Aloha greeting of the crashing blue waves! Relax in the serenity of your luxury retreat-the private lanai is on the water's edge-perfect for alfresco...
🏖️Beautifully Furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️
vrKCV - Waikoloa Colony Villas 1503, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas, where tropical luxury meets modern convenience. This beautifully furnished 2-bedroom, 2.5-bath townhome is nestled within the gated Waikoloa Colony...
❤️PiH❤️Secret Tropical Hideaway★ Bikes/Beach Toys ★ Nature and Private from Lanais
Presented by Paradise in Hawaii Luxury HomesWelcome to Secret Tropical Hideaway at the Fairways in Mauna Lani!Secret Tropical Hideaway offers the ultimate backdrop for your Hawaiian getaway. Perfectly designed to accommodate up to 6 guests, it's an inviting, luxurious,...
Hawaii Eco Village in Hilo AIR
Welcome to the Hawaiian Wildlife Habitat Eco Village, which is part of the responsible tourism effort to take care of the Aina (Mother Nature in Hawaiian). We offer an individual detached self contained bedroom (hexagon) with full bathroom and a kitchenette. To start...
Spring Special! Live Inspired! Live Kapalua Beautiful Villa! – No Resort Fees
Step into luxury island living at this beautifully upgraded one-level, two-bedroom Golf Villa in the heart of Kapalua Resort. From the moment you walk through the door, pride of ownership is evident in every detail. This corner location villa offers privacy,...